Organic molecules for optoelectronic devices

Abstract

The invention relates to an organic molecule, which has: a first chemical moiety with a structure of Formula I:at least two second chemical moieties each with a structure of Formula II:and at least one third chemical moiety including structure of Formula III:

1 - 15 . (canceled) 
     
     
         16 . An organic molecule, comprising
 a first chemical moiety comprising of a structure of Formula I:   
       
         
           
           
               
               
           
         
         two or more second chemical moieties, each comprising a structure of Formula II: 
       
       
         
           
           
               
               
           
         
         and 
         one or more third chemical moieties comprising structure of Formula III: 
       
       
         
           
           
               
               
           
         
         wherein: 
         the first chemical moiety is linked to each of the second chemical moieties via a single bond; 
         W is a binding site of the single bond linking the first chemical moiety to a second chemical moiety of the second chemical moieties, 
         Q is at each occurrence and independently W or is R 1 , 
         X 1  and X 2  is each occurrence independently of each other N or CR a , and at least one of X 1  or X 2  is N, 
         # represents a binding site of the first chemical moiety to the second chemical moiety, 
         R T  is at each occurrence independently selected from the group consisting of a binding site to the at least one third chemical moiety and R 1 , wherein at least one R T  is the binding site to a third chemical moiety of the third chemical moieties, 
         the dashed line “ ”, resents a binding site of a single bond between the third chemical moiety to the first chemical moiety at R T , 
         Z is at each occurrence independently from each other selected from the group consisting of a direct bond, CR 3 R 4 , C═CR 3 R 4 , C═O, C═NR 3 , NR 3 , O, SiR 3 R 4 , S, S(O), and S(O) 2 ; 
         R 1 , R I , R II , R III , and R IV  are at each occurrence independently from each other selected from the group consisting of: hydrogen; deuterium; phenyl; 
         C 1 -C 5 -alkyl, 
         wherein one or more hydrogen atoms are optionally substituted by deuterium; 
         C 6 -C 18 -aryl, 
         which is optionally substituted with one or more substituents R 6 ; and 
         C 3 -C 17 -heteroaryl, 
         which is optionally substituted with one or more substituents R 6 ; 
         R a , R 3  and R 4  are at each occurrence independently from each other selected from the group consisting of: 
         hydrogen; 
         deuterium; 
         N(R 5 ) 2 ; 
         OR 5 ; 
         Si(R 5 ) 3 ; 
         B(OR 5 ) 2 ; 
         OSO 2 R 5 ; 
         CF 3 ; 
         CN; 
         F; 
         Br; 
         I; 
         C 1 -C 40 -alkyl, 
         which is optionally substituted with one or more substituents R 5  and 
         wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S, or CONR 5 ; 
         C 1 -C 40 -alkoxy, 
         which is optionally substituted with one or more substituents R 5  and 
         wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S, or CONR 5 ; 
         C 1 -C 40 -thioalkoxy, 
         which is optionally substituted with one or more substituents R 5  and 
         wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S, or CONR 5 ; 
         C 2 -C 40 -alkenyl, 
         which is optionally substituted with one or more substituents R 5  and 
         wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S, or CONR 5 ; 
         C 2 -C 40 -alkynyl, 
         which is optionally substituted with one or more substituents R 5  and 
         wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S, or CONR 5 ; 
         C 6 -C 60 -aryl, 
         which is optionally substituted with one or more substituents R 5 ; and 
         C 3 -C 57 -heteroaryl, 
         which is optionally substituted with one or more substituents R 5 ; 
         R 5  is at each occurrence independently from each other selected from the group consisting of: hydrogen; deuterium; N(R 6 ) 2 ; OR 6 ; Si(R 6 ) 3 ; B(OR 6 ) 2 ; OSO 2 R 6 ; CF 3 ; CN; F; Br; I; 
         C 1 -C 40 -alkyl, 
         which is optionally substituted with one or more substituents R 6  and 
         wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 6 C═CR 6 , C≡C, Si(R 6 ) 2 , Ge(R 6 ) 2 , Sn(R 6 ) 2 , C═O, C═S, C═Se, C═NR 6 , P(═O)(R 6 ), SO, SO 2 , NR 6 , O, S, or CONR 6 ; 
         C 1 -C 40 -alkoxy, 
         which is optionally substituted with one or more substituents R 6  and 
         wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 6 C═CR 6 , C≡C, Si(R 6 ) 2 , Ge(R 6 ) 2 , Sn(R 6 ) 2 , C═O, C═S, C═Se, C═NR 6 , P(═O)(R 6 ), SO, SO 2 , NR 6 , O, S, or CONR 6 ; 
         C 1 -C 40 -thioalkoxy, 
         which is optionally substituted with one or more substituents R 6  and 
         wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 6 C═CR 6 , C≡C, Si(R 6 ) 2 , Ge(R 6 ) 2 , Sn(R 6 ) 2 , C═O, C═S, C═Se, C═NR 6 , P(═O)(R 6 ), SO, SO 2 , NR 6 , O, S, or CONR 6 ; 
         C 2 -C 40 -alkenyl, 
         which is optionally substituted with one or more substituents R 6  and 
         wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 6 C═CR 6 , C≡C, Si(R 6 ) 2 , Ge(R 6 ) 2 , Sn(R 6 ) 2 , C═O, C═S, C═Se, C═NR 6 , P(═O)(R 6 ), SO, SO 2 , NR 6 , O, S, or CONR 6 ; 
         C 2 -C 40 -alkynyl, 
         which is optionally substituted with one or more substituents R 6  and wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 6 C═CR 6 , C≡C, Si(R 6 ) 2 , Ge(R 6 ) 2 , Sn(R 6 ) 2 , C═O, C═S, C═Se, C═NR 6 , P(═O)(R 6 ), SO, SO 2 , NR 6 , O, S, or CONR 6 ; 
         C 2 -C 40 -aryl, 
         which is optionally substituted with one or more substituents R 6 ; and 
         C 3 -C 57 -heteroaryl, 
         which is optionally substituted with one or more substituents R 6 ; 
         R 6  is at each occurrence independently from each other selected from the group consisting of: hydrogen; deuterium; OPh; CF 3 ; CN; F; 
         C 1 -C 5 -alkyl, 
         wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF 3 , or F; 
         C 1 -C 5 -alkoxy, 
         wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF 3 , or F; 
         C 1 -C 5 -thioalkoxy, 
         wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF 3 , or F; 
         C 2 -C 5 -alkenyl, 
         wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF 3 , or F; 
         C 2 -C 5 -alkynyl, 
         wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF 3 , or F; 
         C 6 -C 18 -aryl, 
         which is optionally substituted with one or more C 1 -C 5 -alkyl substituents; 
         C 3 -C 17 -heteroaryl, 
         which is optionally substituted with one or more C 1 -C 5 -alkyl substituents; 
         N(C 6 -C 18 -aryl) 2 ; 
         N(C 3 -C 17 -heteroaryl) 2 ; and 
         N(C 3 -C 17 -heteroaryl)(C 6 -C 18 -aryl); 
         wherein optionally, any of the substituents R 1 , R I , R II , R III , and R IV  independently from each other form a mono- or polycyclic, aliphatic, aromatic, or heteroaromatic ring system with one or more other substituents R 1 , R I , R II , R III , and/or R IV ; and 
         wherein optionally, any of the substituents R o , R a , R 4 , or R 5  independently from each other form a mono- or polycyclic, aliphatic, aromatic, or heteroaromatic ring system with one or more other substituents R a , R 3 , R 4 , and/or R 5 . 
       
     
     
         17 . The organic molecule according to  claim 16 , wherein the organic molecule comprises a structure of Formula Ia: 
       
         
           
           
               
               
           
         
       
     
     
         18 . The organic molecule according to  claim 16 , wherein the organic molecule comprises a structure of Formula Ib: 
       
         
           
           
               
               
           
         
       
     
     
         19 . The organic molecule according to  claim 16 , wherein R o  is at each occurrence independently selected from the group consisting of:
 hydrogen,   deuterium,   Me,     i Pr,     t Bu,   CN,   CF 3 ,   Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me,  i Pr,  t Bu, CN, CF 3 , and Ph,   pyridinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me,  i Pr,  t Bu, CN, CF 3 , and Ph,   pyrimidinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me,  i Pr,  t Bu, CN, CF 3 , and Ph,   carbazolyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me,  i Pr,  t Bu, CN, CF 3 , and Ph,   triazinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me,  i Pr,  t Bu, CN, CF 3 , and Ph, and   N(Ph) 2 , which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me,  i Pr,  t Bu, CN, CF 3 , and Ph,   wherein two adjacent substituents R a  may be replaced by a ring system selected from the group consisting of:   
       
         
           
           
               
               
           
         
         each dashed line indicating a direct band connecting one of the above shown ring systems to a position indicated by R a . 
       
     
     
         20 . The organic molecule according to  claim 16 , wherein the second chemical moiety comprises a structure selected from among the following groups: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         21 . The organic molecule according to  claim 16 , comprising a structure of Formula Ic: 
       
         
           
           
               
               
           
         
       
     
     
         22 . The organic molecule according to  claim 16 , comprising a structure selected from the group consisting of a structure represented by Formula Iaa-1, a structure represented by Formula Iaa-2, a structure represented by Formula Iaa-3, a structure represented by Formula Iaa-4, a structure represented by Formula Iaa-5, and a structure represented b Formula Iaa-6: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         wherein, 
         R b  is at each occurrence independently from each other selected from the group consisting of: 
         hydrogen; 
         deuterium; 
         N(R 5 ) 2 ; 
         OR 5 ; 
         Si(R 5 ) 3 ; 
         B(OR 5 ) 2 ; 
         OSO 2 R 5 ; 
         CF 3 ; 
         CN; 
         F; 
         Br; 
         I; 
         C 1 -C 40 -alkyl, 
         which is optionally substituted with one or more substituents R 5  and 
         wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S, or CONR 5 ; 
         C 1 -C 40 -alkoxy, 
         which is optionally substituted with one or more substituents R 5  and 
         wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S, or CONR 5 ; 
         C 1 -C 40 -thioalkoxy, 
         which is optionally substituted with one or more substituents R 5  and 
         wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S, or CONR 5 ; 
         C 2 -C 40 -alkenyl, 
         which is optionally substituted with one or more substituents R 5  and 
         wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S, or CONR 5 ; 
         C 2 -C 40 -alkynyl, 
         which is optionally substituted with one or more substituents R 5  and 
         wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S, or CONR 5 ; 
         C 6 -C 60 -aryl, 
         which is optionally substituted with one or more substituents R 5 ; and 
         C 3 -C 57 -heteroaryl, 
         which is optionally substituted with one or more substituents R 5 . 
       
     
     
         23 . The organic molecule according to  claim 16 , wherein:
 Z is at each occurrence a direct bond,   X 1  and X 2  are each N, and   R T  is R 1 .   
     
     
         24 . An optoelectronic device comprising the organic molecule according to  claim 16 . 
     
     
         25 . The optoelectronic device according to  claim 24 , wherein the optoelectronic device is at least one selected from the group consisting of:
 organic light-emitting diodes (OLEDs),   light-emitting electrochemical cells,   OLED sensors,   organic diodes,   organic solar cells,   organic transistors,   organic field-effect transistors,   organic lasers,   down-conversion elements, and   combinations thereof.   
     
     
         26 . The optoelectronic device according to  claim 24 , wherein the optoelectronic device is an organic light-emitting diode and comprises the organic molecule in a light-emitting layer and/or in a layer that is directly adjacent to the light-emitting layer. 
     
     
         27 . A composition, comprising:
 the organic molecule according to  claim 16 , and   a host material H B , which differs from the organic molecule.   
     
     
         28 . The composition according to  claim 27 , further comprising
 a fluorescence emitter F, which differs from the organic molecule,   wherein a fraction of the organic molecule in % by weight is higher than a fraction of the fluorescence emitter F in % by weight.   
     
     
         29 . A method for producing an optoelectronic device, the method comprising depositing the organic molecule according to  claim 16  by a vacuum evaporation method and/or a solution deposition method. 
     
     
         30 . A method for generating light with a wavelength between 440 nm and 500 nm, the method comprising applying an electrical current to the optoelectronic device according to  claim 24  to generate the light. 
     
     
         31 . The composition according to  claim 28 , wherein the fraction of the organic molecule in % by weight is at least five times higher than the fraction of the fluorescence emitter F in % by weight. 
     
     
         32 . A method for producing an optoelectronic device, the method comprising depositing the composition according to  claim 27  by a vacuum evaporation method and/or a solution deposition method. 
     
     
         33 . A method for producing an optoelectronic device, the method comprising depositing the composition according to  claim 28  by a vacuum evaporation method and/or a solution deposition method. 
     
     
         34 . An optoelectronic device, comprising the composition according to  claim 27  or a layer formed from the composition, wherein the optoelectronic device is at least one selected from the group consisting of organic light-emitting diodes (OLED), light-emitting electrochemical cells, OLED-sensors, organic diodes, organic solar cells, organic transistors, organic field-effect transistors, organic lasers, down-conversion elements, and combinations thereof. 
     
     
         35 . An optoelectronic device, comprising the composition according to  claim 28  or a layer formed from the composition, wherein the optoelectronic device is at least one selected from the group consisting of organic light-emitting diodes (OLED), light-emitting electrochemical cells, OLED-sensors, organic diodes, organic solar cells, organic transistors, organic field-effect transistors, organic lasers, down-conversion elements, and combinations thereof.